A calm lake surrounded by autumn-colored trees reflecting in the water.

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Oct 30 - Nov 1
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Our top choices for Pleasantville hotels

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

1. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (1,004 reviews)
"Great stay"
United States
Sean P.
The price is ļæ„21,734
ļæ„24,859 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
A modern hotel lobby with a kitchen area, seating arrangements, and large windows offering a view of the outdoors.

2. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,897 reviews)
"Really close to everything to do in Sleepy Hollow for a great price and very nice!"
United States
Amanda
The price is ļæ„21,119
ļæ„24,152 total
includes taxes & fees
Nov 1 - Nov 2
Baymont by Wyndham White Plains - Elmsford
A hotel with a modern facade, a prominent signage for SpringHill Suites Marriott, and a covered entrance area with seating.

3. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.8 out of 10, Excellent, (1,010 reviews)
"Great place to stay and centrally located."
United States
Warren
The price is ļæ„24,526
ļæ„28,051 total
includes taxes & fees
Nov 1 - Nov 2
SpringHill Suites by Marriott Tarrytown Westchester County
A modern kitchen with a central island, bar stools, a fireplace, and a contemporary pendant light.

4. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is ļæ„23,938
ļæ„27,380 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Tarrytown Westchester County
An outdoor seating area with wicker chairs and tables, surrounded by greenery and a modern lamp structure.

5. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (679 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is ļæ„28,191
ļæ„32,243 total
includes taxes & fees
Nov 22 - Nov 23
Westchester Marriott
A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.

6. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (273 reviews)
"We had a wonderful stay at the Windrose on Hudson!! What a beautiful place! The facilities are very nice and the grounds are amazing!"
United States
Margaret
The price is ļæ„23,799
ļæ„26,506 total
includes taxes & fees
Nov 15 - Nov 16
Windrose On Hudson
A spacious lobby with a reception desk, sofas, and a coffee table. There are multiple seating areas and a large window providing natural light.

7. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,007 reviews)
"Nice stay"
United States
Kerry-Anna
The price is ļæ„21,293
ļæ„24,354 total
includes taxes & fees
Nov 22 - Nov 23
Sheraton Tarrytown Hotel
A spacious room with a stone fireplace, white sofas, and a large window offering a view of the outdoors.

8. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,014 reviews)
"Great and plesent place"
United States
Donneal
The price is ļæ„22,537
ļæ„25,776 total
includes taxes & fees
Nov 1 - Nov 2
Sleepy Hollow Hotel, a Dolce by Wyndham
A modern high-rise hotel with a curved facade, multiple floors, and a well-lit entrance.

9. Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
White Plains
8.6 out of 10, Excellent, (758 reviews)
"Large rooms and daily breakfast with great variety. Within walking distance of downtown for shopping and restaurants."
United States
Cheryl Eileen Anderson
The price is ļæ„30,238
ļæ„34,584 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott White Plains Westchester County
A breakfast area with multiple tables and chairs, a kitchen area with appliances, and a sign for Daybreak Breakfast.

10. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
7.4 out of 10, Good, (1,022 reviews)
"Great place to stay, extremely friendly and helpful staff"
United States
Frankie
The price is ļæ„18,726
ļæ„21,418 total
includes taxes & fees
Nov 3 - Nov 4
Days Inn by Wyndham Elmsford / White Plains
A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

11. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,002 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is ļæ„22,083
ļæ„25,258 total
includes taxes & fees
Nov 9 - Nov 10
Hotel MTK Mount Kisco
A historic stone building with a turret, arched entrance, and a covered patio area.

12. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,395 reviews)
"Beautiful property, great breakfast and restaurant on site, and friendly and helpful staff."
United States
Michael
The price is ļæ„24,983
ļæ„32,512 total
includes taxes & fees
Nov 24 - Nov 25
Tarrytown House Estate
A modern lobby with seating areas, a fireplace, and a flat-screen TV mounted on the wall.

13. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.4 out of 10, Exceptional, (1,007 reviews)
"Very conveniently located hotel, and great service"
United States
Anthony
The price is ļæ„30,112
ļæ„34,442 total
includes taxes & fees
Nov 22 - Nov 23
Cambria Hotel & Suites - White Plains Downtown
A modern bar area with a bar counter, multiple stools, and a seating area with a sofa and chairs.

14. Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,321 reviews)
"Nice hotel easy access from highway."
United States
Liana
The price is ļæ„16,694
ļæ„23,361 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Nyack, a JdV by Hyatt Hotel
A buffet with various food items, including omelets and baked goods, served in metal containers.

15. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,003 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is ļæ„20,001
ļæ„22,877 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
An outdoor seating area with modern furniture, a fire pit, and ambient lighting.

16. Sonesta White Plains Downtown

Sonesta White Plains Downtown
4.0 star property
White Plains
9.0 out of 10, Wonderful, (1,359 reviews)
"Well, maintained property and great location!"
United States
Laura
The price is ļæ„23,190
ļæ„31,748 total
includes taxes & fees
Nov 22 - Nov 23
Sonesta White Plains Downtown
A spacious lounge area with comfortable seating, a bar with a well-stocked shelf, and a modern ceiling design.

17. HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.8 out of 10, Excellent, (1,198 reviews)
"Wonderful stay"
United States
Brandi
The price is ļæ„27,978
ļæ„31,999 total
includes taxes & fees
Nov 15 - Nov 16
HYATT house White Plains
A checkered floor, a potted plant, and two metal ladders in a room with large windows.

18. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,502 reviews)
"It was a great stay. Hotel was well equipped and came with lovely breakfast."
United States
Stuart
The price is ļæ„15,763
ļæ„18,030 total
includes taxes & fees
Nov 8 - Nov 9
West Gate Inn Nyack
A modern hotel lobby with a dining area, seating, and a large window offering a view of greenery.

19. Hilton Garden Inn Westchester Dobbs Ferry, NY

Hilton Garden Inn Westchester Dobbs Ferry, NY
3.0 star property
Dobbs Ferry
8.4 out of 10, Very good, (1,006 reviews)
"Room was clean and staff were super friendly. Amenities were what you would expect from a great hotel, no complaints on this end !"
United States
Mustafa
The price is ļæ„21,285
ļæ„24,344 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Westchester Dobbs Ferry, NY
A spacious hotel dining area with a long table, multiple chairs, and modern pendant lighting.

20. Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1,237 reviews)
"Clean room great breakfast friendly staff"
United States
Isabel
The price is ļæ„19,018
ļæ„22,396 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites Yonkers - Westchester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Hotels recommended for families in Pleasantville

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (1,004)
The price is ļæ„21,734
ļæ„24,859 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
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Stay near popular Pleasantville attractions

Jacob Burns Film Center Theater

This renowned five-screen cinema showcases independent, foreign, and documentary films in an intimate setting. Enjoy special events with filmmakers at the Take 3 Wine Bar & CafƩ before your screening.
See properties

Learn more about Pleasantville

This charming Westchester village offers a peaceful escape with its walkable downtown filled with independent shops and the Jacob Burns Film Center. Grab a coffee at The Black Cow before exploring nearby Rockefeller State Park Preserve's scenic trails and stone bridges.

See all hotels in Pleasantville
A calm lake surrounded by autumn-colored trees reflecting in the water.

Top Pleasantville Hotel Reviews

Radio Hotel

Radio Hotel

10/10 Excellent
"Our stay was great. Staff were really friendly! Location was perfect. Amenities were perfect. Cocktails were amazing!"
Kris 4-night trip
Posted 2 hours ago
Radio Hotel

More cheap stays in Pleasantville

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
The price is ļæ„16,518 per night from Nov 27 to Nov 28
ļæ„16,518
ļæ„19,140 total
Nov 27 - Nov 28
includes taxes & fees
8.6/10 Excellent! (1,814 reviews)

Frequently asked questions

What's the best place to stay in Pleasantville?
Located 21 mi (33.8 km) from the heart of Pleasantville, Radio Hotel is a top choice for your stay based on our traveler data. Two other options for your stay in the area are DoubleTree by Hilton Fort Lee - George Washington Bridge and Tarrytown House Estate. See all available top hotels, or vacation rentals in Pleasantville.
What's the top vacation rental in Pleasantville?
Modern Luxury Home w GameRoom & Parking: You might want to consider this vacation rental near Pleasantville, which is situated near the airport and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. See all vacation rentals in Pleasantville.
If I need to cancel my hotel reservation in Pleasantville, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pleasantville.
Where can I learn more about changing or cancelling my trip to Pleasantville?
For additional details about picking new dates or cancelling your trip to Pleasantville, go to https://www.expedia.com/service/.
What's the best place to stay close to Jacob Burns Film Center Theater?
La Quinta Inn & Suites by Wyndham White Plains - Elmsford is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 4.6 mi (7.5 km) from Jacob Burns Film Center Theater. Other good options within a few miles include Comfort Inn & Suites and Crabtree's Kittle House Restaurant & Inn.
What about the best place to stay close to Rockefeller State Park Preserve?
One of the top choices for your stay is La Quinta Inn & Suites by Wyndham White Plains - Elmsford, located 2.8 mi (4.5 km) from Rockefeller State Park Preserve, and this hotel offers free breakfast and an indoor pool. Comfort Inn & Suites and Castle Hotel & Spa are other good choices within 5 miles.
What are some accommodations with pools in Pleasantville?
Tarrytown House Estate: Provides a seasonal outdoor pool, an indoor pool, and a sauna. Armoni Inn & Suites and Sonesta White Plains Downtown are two additional hotels with an onsite pool. View all hotels with pools in Pleasantville.
What's the best hotel for staying near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
What is staying in Pleasantville like?
Visitors can enjoy all that Pleasantville has to offer including the restaurants and sporting events. In Pleasantville, there are 6 hotels and other accommodations to choose from. Find out more about Pleasantville.
What should I see while I'm in Pleasantville?
Favorite places to visit include Rockefeller State Park Preserve, Jacob Burns Film Center Theater, and Jacob Burns Film Center Media Arts Lab. You'll also find Rockefeller Archive Center and Kykuit in the area. Check out what more to see and do in Expedia's Pleasantville guide.
What's the seasonal weather like in Pleasantville?
The hottest months are usually July and August with an average temp of 71Ā°F, while the coldest months are January and February with an average of 34Ā°F. Average annual precipitation for Pleasantville is 51 inches.

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